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- Title
Synthesis of new 1,1′-carbonyl-bis[3-aryl(heteroaryl)-5-(trihalomethyl)-1H-pyrazoles] and trifluoromethyl derivatives through ring-opening reactions.
- Authors
Bonacorso, Helio G.; Cechinel, Cleber A.; Porte, Liliane M. F.; Navarini, Jussara; Cavinatto, Susiane; Sehnem, Ronan C.; Martins, Demetrius B.; Zanatta, Nilo; Martins, Marcos A. P.
- Abstract
<GRAPHIC></GRAPHIC> Two new series of 1,1′-carbonyl-bis[3-aryl(heteroaryl)-5-trihalomethyl-1H-pyrazoles], where aryl = C6H5, 4-CH3C6H4, 4-FC6H4, 4-OCH3C6H4, 4-NO2C6H4, 4,4′-BiPh, 1-naphthyl, and heteroaryl = 2-thienyl and 2-furyl have been synthesized, in a one-pot methodology, from the reaction of 4-methoxy-4-aryl(heteroaryl)-1,1,1-trihalobut-3-en-2-ones with 1,3-diaminoguanidine monohydrochloride. The heterocycles were obtained regioselectively in good yields (62-86%) and in a short reaction time. Ring-opening reactions with 1,2-dinuleophiles and the synthesis of ethyl carboxylate derivative from a pyrazolycarbohydrazide is also reported. J. Heterocyclic Chem., (2010).
- Subjects
RING formation (Chemistry); PYRAZOLES; HETEROCYCLIC compounds; DIAMINO amino acids; CHEMICAL reagents
- Publication
Journal of Heterocyclic Chemistry, 2010, Vol 47, Issue 5, p1073
- ISSN
0022-152X
- Publication type
Article
- DOI
10.1002/jhet.427